Search results
Results From The WOW.Com Content Network
The earliest record of trichloroethylene synthesis dates back to 1836. It was obtained from the action of potassium hydroxide on 1,1,2,2-tetrachloroethane and 1,1,1,2-tetrachloroethane by Auguste Laurent and notated as C 4 HCl 3 (then the atomic weight of carbon was thought to be the half of it really was).
1,1,2-Trichloroethane, vinyl trichloride or 1,1,2-TCA, is an organochloride solvent with the molecular formula C 2 H 3 Cl 3 and the structural formula CH 2 Cl—CHCl 2.It is a colourless, sweet-smelling liquid that does not dissolve in water, but is soluble in most organic solvents.
1,1,1-Trichloroethane is an excellent solvent for many organic compounds and also one of the least toxic of the chlorinated hydrocarbons.It is generally considered non-polar, but owing to the good polarizability of the chlorine atoms, it is a superior solvent for organic compounds that do not dissolve well in hydrocarbons such as hexane.
Trichloroethylene is a major byproduct, which is separated by distillation. Worldwide production was about 1 million metric tons (980,000 long tons; 1,100,000 short tons) in 1985. [11] Although in very small amounts, tetrachloroethylene occurs naturally in volcanoes along with trichloroethylene. [12]
1,1,2,2-Tetrachloroethane and 1,1,1,2-Tetrachloroethane were discovered by Auguste Laurent in 1836. [4] [5]1,1,2,2-tetrachloroethane was used in large amounts to produce other chemicals like trichloroethylene, tetrachloroethylene, and 1,2-dichloroethylene.
The reaction typically involves free radical pathways. The regiochemistry of the halogenation of alkanes is largely determined by the relative weakness of the C–H bonds. This trend is reflected by the faster reaction at tertiary and secondary positions. Free radical chlorination is used for the industrial production of some solvents: [2]
Dichloroacetylene was first synthesized from trichloroethylene by E. Ott, W. Ottemeyer and K. Packendorff in 1930. [2] Ether solutions of dichloroacetylene are relatively stable, and such solutions can be safely generated by the dehydrochlorination of trichlorethylene. A popular procedure uses potassium hydride as the base: [4]
Chloroacetic acid is mainly made by hydrolysing trichloroethylene in the presence of sulfuric acid: CCl 2 =CHCl + 2 H 2 O → CH 2 ClCOOH + 2 HCl; Dichloroacetic acid is manufactured in small quantities by reducing trichloroacetic acid. Trichloroacetic acid is made by directly reacting chlorine with acetic acid using a suitable catalyst.